Polymorphism of dianilinegossypol

Polymorphs of dianilinegossypol are obtained by selecting the precipitation medium and the crystallization temperature. Four dianilinegossypol polymorphs are found. Two solvate forms and three polymorphic modifications of dianilinegossypol are prepared from an acetone solution by varying the crystallization temperature from room temperature to 60 deg. C. The crystal structures of the P1, P2, and P4 polymorphs are determined. The P1 and P2 polymorphs are characterized by the same hydrogen-bond system, but their crystal structures differ in the mode of packing of layers formed by dimers of dianilinegossypol molecules. In the P4 polymorph, homochiral hydrogen-bonded dianilinegossypol molecules form trimers. This mode of H-agglomeraton of dianilinegossypol molecules is characteristic only of the P4 polymorph